methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-β-D-ribo-hex-5-enopyranoside

Base Information

Chemical Name:methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-β-D-ribo-hex-5-enopyranoside
CAS No.:128854-98-8
Molecular Formula:C₁₄H₁₄FN₃O₄
Molecular Weight:307.281
Hs Code.:

Synonyms:methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-β-D-ribo-hex-5-enopyranoside

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Chemical Property of methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-β-D-ribo-hex-5-enopyranoside

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Technology Process of methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-β-D-ribo-hex-5-enopyranoside

There total 10 articles about methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-β-D-ribo-hex-5-enopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

: 128854-97-7
methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-β-D-allopyranoside

: 128854-98-8
methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-β-D-ribo-hex-5-enopyranoside

Guidance literature:: With dmap; silver fluoride; In pyridine; for 24h; Ambient temperature;
DOI:10.1016/0008-6215(90)84168-T

Reference yield:

: 39110-57-1
methyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranoside

: 128854-98-8
methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-β-D-ribo-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / 0.025M NaOCH₃ / 25 °C

2: 88 percent / p-toluenesulfonic acid / acetonitrile

3: 90 percent / pyridine; CH₂Cl₂ / -10 °C

4: 91 percent / NaN₃ / dimethylformamide / 0.33 h / 40 °C

5: 77 percent / NBS, BaCO₃ / CCl₄ / 1 h / Heating

6: 74 percent / AgF, 4-dimethylaminopyridine / pyridine / 24 h / Ambient temperature

With dmap; N-Bromosuccinimide; sodium azide; sodium methylate; silver fluoride; toluene-4-sulfonic acid; barium carbonate; In pyridine; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(90)84168-T

Reference yield:

: 39110-58-2
methyl 2-deoxy-2-fluoro-β-D-glucopyranoside

: 128854-98-8
methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-2-fluoro-β-D-ribo-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / p-toluenesulfonic acid / acetonitrile

2: 90 percent / pyridine; CH₂Cl₂ / -10 °C

3: 91 percent / NaN₃ / dimethylformamide / 0.33 h / 40 °C

4: 77 percent / NBS, BaCO₃ / CCl₄ / 1 h / Heating

5: 74 percent / AgF, 4-dimethylaminopyridine / pyridine / 24 h / Ambient temperature

With dmap; N-Bromosuccinimide; sodium azide; silver fluoride; toluene-4-sulfonic acid; barium carbonate; In pyridine; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(90)84168-T